Plastic masses from polyvinyl compounds



Patented Mar. 2, 1943 MASSES more ronyvnwr.

comronnns Hans firth, Troisdorf, Germany; vested lathe Alien Property Custodian N Drawing. Application August 11, 1939, Serial No. 239,626. in Germany August 15, 1938 3 Claims.

Numerous organic substances of low volatility have been proposed as plasticizers for polyvinyl compounds. These however are oftenv not; capable of satisfying the ever increasing technical demands made on plastic masses from polyvinyl compounds; they have insuflicient resistance to cold or they incline to sweat owing to insufficient compatibility or they reduce the electrical insulating properties of the polyvinyl compounds.

It has been found that plastic masses from polyvinyl compounds do not present these faults and have particularly good properties if they contain as plasticizers, the ethers of low volatility of lor 2-hydroxylmethyl-5,6,7,8-tetrahydronaphthalenes which term includes the alkylalkoxy-or halogen substitution products thereof, in particular those in which the alkyl-, alkoxyor halogen residue is combined in the aromatic nu;-

cleus. These ethers can easily be prepared in 219 known manner by reacting the corresponding 1-" or 2-chlormethyl-5,6,7,8-tetrahydronaphthalene with the alkali compounds of hydroxyl-compounds.

Suitable hydroxyl compounds for this purpose are for example aliphatic, cyclo-aliphatic and aliphatic-aromatic alcohols with as high boiling point as possible, such as cetyl alcohol, tetrahydrofuriuryl alcohol, cyclohexanols, benzyl alcohol, phenyl-ethyl alcohol, also phenols for example phenolitself, 'cresol, naphthol, tetrahydro-. naphthol and oxymethyl-tetrahydro-naphthalene. The alcohols can also contain substituents for example alkoxyor halogen residues.

. Suitable polyvinyl compounds which can be plasticized with the said ethers, are polymerisation products of vinyl chloride, vinyl esters, vinyl ethers, acrylor methacryl-compoun and also mixtures of the stated compounds, further conversion products from vinyl compounds, for ex-' ample chlorinated polyvinyl chloride or condensation products of polyvinylalcohol or polyvinyl esters and aldehydes or cyclic getones.

The said ethers have an excellent plasticizing effect and good compatibility with the polyvinyl compounds. The plastic masses of polyvinyl compounds and the said ethers are characterized by outstanding resistance to cold, good water resistance and very low volatility and are almost throughout completely odourless. Further they are characterized by good electric properties. which are moreover maintained during exposure to damp, so that the masses are, particularly suitable for insulating and covering cables.

Examples (1) A mixture consisting of 63 parts of poly vinylchloride and 37 parts of 2-phenoxymethy1- 5,8,7,8-tetrahydronaphthalene of the following formula 500 grams) '75 to C. Tearing strength 163 kg. per sq. cm. Extension 281% Surface resistance (1 mm.

foil) approximately 3 million megohms Internal resistance (1 mm.

foil) approximately '2mi1lion megohms Insulation resistance of a cable at 1000 'volts, said cable having a material extruded thereon to a radial thickness of 1.5 mm. (a) Direct measurement 655 megohms per kilometer, (b) Measurement after 24 hours immersion in water, about 355 'megofims per kilometer.

(2) '70 parts of a mixed polymer of vinylchlo- -.ride and acrylicacid-methylester are rolled for about 30 minutes at C. with 30 parts of the above mentioned 2-phenoxymethyl-5,6,7,8-tetrahydronaphthalene and the skin adhering to the rollers then pressed. The nearly clear, entirely odourles's foil presents the following values.

Cold resistance (1 mm. foil) -8 to -10 0. Heat resistance (Vicar test) About 50 C.

Insulating resistance of mm. at 1000 volts:'

terial' extruded on (e 1.55 mm.) at 1000 volts: (a) Direct mt 2500 megohms per kilometer V Measurement after 24 hours immersion 7 Insulation resistanceoracablehavlngthems isysmixtmeot'osmtecrpcuvinyl chloride, putt of 2-- in water 1070 m .per kilometer.

(3) A mixture of '20 parts of polyvinylchloride and parts or 2'-benlylether of 2-methyl-5,8 ,'!,8-ttrshydronaphthslene ot. the following (ormula Y 7 c V mock-O Hi0 1 (01' B. P.mm.==189 to 191' c.) are, as described ingreaferdetailinExample LroHednndilnslly prmd. The clear practically odourless toil has the following values:

Cold resistance (1 mm. toil) -15 to -1c' c. Heat resistance (Vicat test). 87 to ea c.

Tearing strength 1929?. persq cm. 1

Extension- -v 228 Surface (1 min.

' toil) 1 mimonmegohms Internal (1 mm.

10H) About 1.5 million mezohms extruded cable (4 1.5 mm.) at 1000 volts: I

cmocntCmO v (01B, P.,,.t-..=2o1-mc.) is as described aboverolledandtheskinadherlngtotherbllen flnallypressed. The clear-toil havlnsohly only slight aromatic odour, when tested shows the followingvslues; Coldresistanceflmmioil)- About-730 Hentresistance (Vicattest)- .80 C. flaring strength -4.-- 107 kg. per-sq. Extension.u. 257%, Surface (1 I m soh -s. Intemalresistance flmrn 1'01!) GreeterthmSmfllion megohms. extruded 1.5

- (a) Direct measurement alt 01111430 megohms.

Insulation resistance of an rue mutter-2411mm inwutersb out'lomeschms.

5,6,73-tetrehydronaphthalene, and 15 ports of 2'-cyclohexyl ether of Z-methil-iGJLB-tetnhyot the tollowins formula .(of B.I"-'n .=185 tcm'. c.) are rolled as ml- Ihe cleaner:- tirely odourlessioil shows-the following values:

ccui resistance be 'mc...- 4 0' c. Be t resistance meet test)..

'11 C. Tearingshength. 180kg.persq.cm.

Sui-hoe (1' mm.

Intevnalresistsnce (1 mm.

toil) a... Greeterthau lmlllionm.

holmdisoll ri'l -nldehydelrerolled-ntamt -115 C. with 35 pnrts o! l-methyl-Sfififi- 2-nhenyl etlulether; mpcesnedtromtherollersklnlremfletely l I-l.msupple,-adhenwelltozlus acoldreslstnnoedown nndshow 20 C. Y

' nee-cm HzOOHr-O V .r

7 h (d8. Pan-:l'lS-HG c.) is rolled tor shout 1 houratlfl'endtherollerskintheuptemedst 3, Plastic comprising na Mcinedwithunetherd druy-MM- A'U- erpomm'rl'm' chic 

